The 2026 season highlights high-touch personalization, such as "Marina Days" where guests can kayak or paddleboard directly from the ship's stern. Onboard, the Caribbean experience is refined through regional farm-to-table dining, featuring fresh snapper and lobster, while shore excursions lean into private access - think guided hikes to Dominica’s thermal pools or helicopter tours over the turquoise reefs of the Bahamas.
Caribbean Itineraries (Page 21)
14 Nights
Panama Canal & Central America
Panama Canal & Central America
Departure Date
27 Dec 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | West Palm Beach, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
West Palm Beach, Florida, Montego Bay, Cartagena, Colón, Limon, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £5,795pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
27 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Îles des Saintes, Port Elizabeth, Bequia, Saint Thomas and San Juan (Puerto Rico)
|
From £3,300pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
27 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Deshaies, Marigot and San Juan (Puerto Rico)
|
From £5,196pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
27 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,519pp
Plus substantial savings from Deluxe Cruises
8 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
27 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Fort-de-France, Deshaies, Basseterre, Saint Kitts, Saint George's, Castries and Bridgetown
|
From £2,650pp
Plus substantial savings from Deluxe Cruises
10 Nights
Tropical Island Havens
Tropical Island Havens
Departure Date
28 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £3,859pp
Plus substantial savings from Deluxe Cruises
9 Nights
Calypso Sunsets
Calypso Sunsets
Departure Date
28 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Vista |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Montego Bay, Roatán Island, Harvest Caye, Cozumel and Miami, Florida
|
From £2,616pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey of Spectacular Festivities & Caribbean Wonders
A Journey of Spectacular Festivities & Caribbean Wonders
Departure Date
28 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Pointe-à-Pitre, Cruz Bay, Saint John, Samaná, Puerto Plata and Miami, Florida
|
From £4,800pp
Plus substantial savings from Deluxe Cruises
11 Nights
Azure Elegance
Azure Elegance
Departure Date
28 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Progresso, Santo Tomás de Castilla, Harvest Caye, Roatán Island, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
Blue Seas & Pastel Towns
Blue Seas & Pastel Towns
Departure Date
28 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Galveston, Texas |
| Destination Port | Miami, Florida |
| Itinerary |
Galveston, Texas, Cozumel, Belize City, Santo Tomás de Castilla, Roatán Island, Montego Bay, Willemstad, Oranjestad, Kralendijk and Miami, Florida
|
From £5,542pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey of Caribbean Celebrations & Tropical Idylls
An Extended Journey of Caribbean Celebrations & Tropical Idylls
Departure Date
28 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Pointe-à-Pitre, Cruz Bay, Saint John, Samaná, Puerto Plata, Miami, Florida, Cruz Bay, Saint John, Gustavia, Saint John's, Tortola, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £9,825pp
Plus substantial savings from Deluxe Cruises
8 Nights
Caribbean New Year's Cruise: Aruba, Saint Lucia & Saint Croix
Caribbean New Year's Cruise: Aruba, Saint Lucia & Saint Croix
Departure Date
28 Dec 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Oranjestad, Willemstad, Castries, Charlestown, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £1,819pp
Plus substantial savings from Deluxe Cruises